Thanks for the reply. The 500 GB is an old WD My Book which has been used to backup multiple computers over the years. The Catalina is on my early 2015 Macbook Air laptop which is the computer I am still using. The 2 new external hard drives are 5 TB WD Passports which came formatted already. We also have an Ipad and 2 Iphones with many photos and videos to back up and we are trying to back up those, the My Book, and Macbook Air twice onto the 2 new drives. As you know, the amount of storage data on each of these new hard drives is 10x more for about half same price I paid when the 500 GB was all the rage!
I started with backing up the laptop, ipad and Iphones before I started with the older My Book and got the error message. I thought I could not really use the old My Book to backup the Catalina MacBook laptop because it was full. However, If I now understand it right now, TM would auto delete older TM backups to make room, and I would still have file copies just not some of the most old copies that were erased, right? I stopped it because I thought I was going to have important files erased with no copies left available and that's when I got the 2 new drives.
In any case, we want the newer smaller portable drives and we will need more room for photos, videos, etc. and we want at least 2 backups. Many of the older backups have obsolete applications. I don't really think that TM will be useful or really needed as long as I can still use doc files, photos, and videos stored. But, If I want to use TM backups that are not that old and be able to navigate them, I need to re-format the 2 new Passport drives to Case Sensitive, Journaled and backup everything again, right? Can it be Case Sensitive, Journaled AND Encrypted if the MY BOOK is not encrypted? I would like to protect the files and encrypt them now if possible. And, I have to keep case sensitive, journaled format for any future backups but is there any chance they will get rid of the formatting in the future? Thanks for helping me understand! It's a bit of a pita but maybe it would be better to reformat and back up everything again as you suggest.